(R)-4-Methyl-1-nonanol, the sex pheromone of the yellow mealworm (Tenebrio Molitor L.), was synthesized by using non-cross-linked polystyrene supported oxazolidinone as a chiral auxiliary. The stereoselective synthesis was achieved by asymmetric Michael addition of an organocopper reagent to non-cross-linked polystyrene supported N-crotonoyoxazolidinone, and the target product was obtained in an overall yield of 41.8 % over seven steps with a high enantiomeric excess of 98 %.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)